EP2607328A1 - Zwischenschicht für verbundglas und verbundglas - Google Patents

Zwischenschicht für verbundglas und verbundglas Download PDF

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Publication number
EP2607328A1
EP2607328A1 EP11818256.7A EP11818256A EP2607328A1 EP 2607328 A1 EP2607328 A1 EP 2607328A1 EP 11818256 A EP11818256 A EP 11818256A EP 2607328 A1 EP2607328 A1 EP 2607328A1
Authority
EP
European Patent Office
Prior art keywords
laminated glass
interlayer film
formula
ultraviolet absorber
glass according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP11818256.7A
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English (en)
French (fr)
Other versions
EP2607328A4 (de
EP2607328B1 (de
Inventor
Bungo Hatta
Kazuhiko Nakayama
Minoru Inada
Yuji Masaki
Jun Hikata
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sekisui Chemical Co Ltd
AGC Inc
Original Assignee
Orient Chemical Industries Ltd
Asahi Glass Co Ltd
Sekisui Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Orient Chemical Industries Ltd, Asahi Glass Co Ltd, Sekisui Chemical Co Ltd filed Critical Orient Chemical Industries Ltd
Publication of EP2607328A1 publication Critical patent/EP2607328A1/de
Publication of EP2607328A4 publication Critical patent/EP2607328A4/de
Application granted granted Critical
Publication of EP2607328B1 publication Critical patent/EP2607328B1/de
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10678—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer comprising UV absorbers or stabilizers, e.g. antioxidants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/10009—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets
    • B32B17/10036—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets comprising two outer glass sheets
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10559—Shape of the cross-section
    • B32B17/10568—Shape of the cross-section varying in thickness
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10688—Adjustment of the adherence to the glass layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • C08K5/3417—Five-membered rings condensed with carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3472—Five-membered rings
    • C08K5/3475—Five-membered rings condensed with carbocyclic rings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments

Definitions

  • the present invention relates to an interlayer film for laminated glass which can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, and has high light resistance; and laminated glass including the interlayer film for laminated glass.
  • laminated glass is safe because even when it is broken by impacts from the outside, the broken glass is rarely scattered around. Therefore, laminated glass is widely used for the window glass of vehicles such as automobiles and trains.
  • laminated glass include laminated glass which is produced by interposing an interlayer film for laminated glass that includes a polyvinyl acetal resin plasticized with a plasticizer between at least one pair of glass sheets, and then integrating and laminating the resulting product.
  • laminated glass When laminated glass is used for the window glass of vehicles such as automobiles and trains, the laminated glass is exposed to ultraviolet rays.
  • Conventional interlayer films for laminated glass include ultraviolet absorbers in order to shield ultraviolet rays (for example, Patent Literature 1).
  • ultraviolet rays ultraviolet rays with a wave length of 400 nm are known to damage the eyes or skins of the crews of automobiles, trains, and the like. Accordingly, there is a requirement for laminated glass which can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, with a high transmittance of visible light maintained.
  • the ultraviolet absorbers included in the conventional interlayer films for laminated glass do not have sufficient shielding effect of ultraviolet rays with a wave length of 400 nm. If the amount of a conventional ultraviolet absorber is increased in order to suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, it causes problems such as increased yellowness index and reduced light resistance of the laminated glass to be obtained.
  • the present invention aims to provide an interlayer film for laminated glass which can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, and has high light resistance; and laminated glass including the interlayer film for laminated glass.
  • the present invention provides an interlayer film for laminated glass including a thermoplastic resin, an ultraviolet absorber having a structure represented by the following formula (1), and an ultraviolet absorber having a structure represented by the following formula (2), wherein the amount of the ultraviolet absorber having a structure represented by the following formula (1) is 0.001 to 0.05% by weight, and the amount of the ultraviolet absorber having a structure represented by the following formula (2) is 0.4 to 1.5% by weight.
  • R 1 represents a C1 to C3 alkyl group
  • R 2 represents hydrogen, a C1 to C10 alkyl group, or a C7 to C10 aralkyl group
  • R 3 represents hydrogen or a C1 to C8 alkyl group
  • R 4 represents hydrogen or a C1 to C8 alkyl group.
  • an interlayer film for laminated glass can have 1% or less of the transmittance of ultraviolet rays with a wave length of 400 nm and high light resistance along with a high transmittance of visible light if the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2) are used in combination, and the amount of these ultraviolet absorbers is adjusted in a specific range.
  • the interlayer film for laminated glass of the present invention includes a thermoplastic resin.
  • the thermoplastic resin is not particularly limited, and examples thereof include polyvinyl acetal resins, ethylene-vinyl acetate copolymer resins, ethylene-acrylic copolymer resins, polyurethane resins, polyurethane resins including sulfur, and polyvinyl alcohol resins. Suitable among these are polyvinyl acetal resins because if a polyvinyl acetal resin is used with a plasticizer, the resulting interlayer film for laminated glass has excellent adhesion to glass.
  • the polyvinyl acetal resins are not particularly limited as long as they are produced by acetalizing a polyvinyl alcohol with an aldehyde, and preferable is a polyvinyl butyral resin. Two or more of polyvinyl acetal resins may be used in combination according to need.
  • a preferable lower limit of the acetalization degree of the polyvinyl acetal resin is 40 mol%, and a preferable upper limit thereof is 85 mol%.
  • a more preferable lower limit thereof is 60 mol%, and a more preferable upper limit thereof is 75 mol%.
  • a preferable lower limit of the amount of the hydroxyl groups of the polyvinyl acetal resin is 15 mol%, and a preferable upper limit thereof is 35 mol%.
  • An amount of the hydroxyl groups less than 15 mol% may lead to reduced adhesion between the interlayer film for laminated glass and glass and reduced penetration resistance of the laminated glass to be obtained. If the amount of the hydroxyl groups exceeds 35 mol%, the interlayer film for laminated glass to be obtained may be too hard.
  • a more preferable lower limit of the amount of the hydroxyl groups is 25 mol%, and a more preferable upper limit thereof is 33 mol%.
  • a preferable lower limit of the amount of the hydroxyl groups is 15 mol%, and a preferable upper limit thereof is 35 mol%. If the amount of the hydroxyl groups is below 15 mol%, the adhesion between the interlayer film for laminated glass and glass may be reduced, and the penetration resistance of the laminated glass to be obtained may be reduced. If the amount of the hydroxyl groups exceeds 35 mol%, the interlayer film for laminated glass to be obtained may be too hard. A more preferable lower limit of the amount of the hydroxyl groups is 25 mol%, and a more preferable upper limit thereof is 33 mol%.
  • the acetalization degree and the amount of the hydroxyl groups can be determined in accordance with JIS K6728 "Testing methods for polyvinyl butyral", for example.
  • the polyvinyl acetal resin can be prepared by acetalizing a polyvinyl alcohol with an aldehyde.
  • the polyvinyl alcohol is usually prepared by saponifying a poly vinyl acetate, and generally used is a polyvinyl alcohol with a saponification degree of 80 to 99.8 mol%.
  • a preferable lower limit of the polymerization degree of the polyvinyl alcohol is 500, and a preferable upper limit thereof is 4, 000. If the polymerization degree of the polyvinyl alcohol is below 500, the penetration resistance of the laminated glass to be obtained may be reduced. If the polymerization degree of the polyvinyl alcohol exceeds 4,000, forming the interlayer film for laminated glass may be difficult.
  • a more preferable lower limit of the polymerization degree of the polyvinyl alcohol is 1,000, and a more preferable upper limit thereof is 3,600.
  • the aldehyde is not particularly limited, and generally, a C1 to C10 aldehyde is suitably used.
  • the C1 to C10 aldehyde is not particularly limited, and examples thereof include n-butyl aldehyde, isobutyl aldehyde, n-barrel aldehyde, 2-ethyl butyl aldehyde, n-hexyl aldehyde, n-octyl aldehyde, n-nonyl aldehyde, n-decyl aldehyde, formaldehyde, acetaldehyde, and benzaldehyde.
  • n-butyl aldehyde Preferable among these are n-butyl aldehyde, n-hexyl aldehyde, and n-barrel aldehyde, and more preferable is n-butyl aldehyde.
  • n-butyl aldehyde Preferable among these are n-butyl aldehyde, n-hexyl aldehyde, and n-barrel aldehyde, and more preferable is n-butyl aldehyde.
  • Each of these aldehydes may be used alone, or two or more of them may be used in combination.
  • the interlayer film for laminated glass of the present invention includes an ultraviolet absorber having a structure represented by the formula (1) and an ultraviolet absorber having a structure represented by the formula (2).
  • R 1 represents a C1 to C3 alkyl group. Examples of R 1 include methyl, ethyl, isopropyl, and n-propyl groups. Preferable among these are methyl, ethyl, and isopropyl groups, and more preferable are methyl and ethyl groups.
  • R 2 represents hydrogen, a C1 to C10 alkyl group, or a C7 to C10 aralkyl group.
  • R 2 is preferably a C1 to C10 alkyl group, and more preferably a C1 to C8 alkyl group.
  • the C1 to C10 alkyl group include methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butyl, pentyl, hexyl, 2-ethyl hexyl, and n-octyl groups.
  • Examples of the C7 to C10 aralkyl group include benzyl, phenyl ethyl, phenyl propyl, and phenyl butyl groups.
  • the alkyl group may be an alkyl group with a main chain having a straight chain structure, or may be an alkyl group with a main chain having a branched structure.
  • the carbon number of R 1 in the formula (1) significantly affects the light resistance of the laminated glass to be obtained.
  • the light resistance of the laminated glass is most excellent when the carbon number is 1.
  • the upper limit of the carbon number of R 1 is 3. If the carbon number of R 1 is 4 or more, when the laminated glass to be obtained is used under sunlight, the transmittance of ultraviolet rays increases with the lapse of time, and the color tone of the laminated glass changes.
  • the lower limit of the amount of the ultraviolet absorber represented by the formula (1) is 0. 001% by weight, and the upper limit thereof is 0.05% by weight. If the amount of the ultraviolet absorber represented by the formula (1) is below 0.001% by weight, a transmittance of ultraviolet rays with a wave length of 400 nm of 1% or less is impossible to achieve. If the amount of the ultraviolet absorber represented by the formula (1) exceeds 0.05% by weight, the yellowness index of the laminated glass to be obtained becomes too high.
  • the lower limit of the amount of the ultraviolet absorber represented by the formula (1) is 0.002% by weight, and the upper limit thereof is 0.045% by weight; more preferably, the lower limit thereof is 0.01% by weight, and the upper limit thereof is 0.04% by weight; and further preferably, the lower limit thereof is 0.03% by weight, and the upper limit thereof is 0.035% by weight.
  • R 3 and R 4 each represent hydrogen or a C1 to C8 alkyl group.
  • R 3 and R 4 include hydrogen and methyl, ethyl, n-propyl, iso- propyl, n-butyl, tert- butyl, pentyl, hexyl, and octyl groups.
  • preferabe examples of R 3 are hydrogen and methyl, tert-butyl, pentyl, and octyl groups.
  • R 3 and R 4 may be the same or may be different.
  • the lower limit of the amount of the ultraviolet absorber represented by the formula (2) is 0.4% by weight, and the upper limit thereof is 1.5% by weight. If the amount of the ultraviolet absorber represented by the formula (2) is below 0.4% by weight, a transmittance of ultraviolet rays with a wave length of 400 nm of 1% or less is impossible to achieve. If the amount of the ultraviolet absorber represented by the formula (2) exceeds 1.5% by weight, the yellowness index of the laminated glass to be obtained becomes too high.
  • the lower limit of the ultraviolet absorber represented by the formula (2) is 0.5% by weight, and the upper limit thereof is 1.3% by weight; more preferably, the lower limit thereof is 0.6% by weight and the upper limit thereof is 1.0% by weight; and further preferably, the lower limit thereof is 0.7% by weight and the upper limit thereof is 0.9% by weight.
  • the interlayer film for laminated glass of the present invention may further contain a plasticizer.
  • the plasticizer softens the interlayer film for laminated glass to be obtained, whereby high adhesion to glass can be achieved.
  • the plasticizer include triethylene glycol di-2-ethyl butyrate; triethylene glycol di-2-ethylhexanoate; triethylene glycol dicaprylate; triethylene glycol di-n-octanoate; triethylene glycol di-n-heptanoate; tetraethylene glycol di-n-heptanoate; tetraethylene glycol di-2-ethylhexanoate; dibutyl sebacate; dioctyl azelate; dibutyl carbitol adipate; ethylene glycol di-2-ethyl butyrate; 1,3-propylene glycol di-2-ethylbutyrate; 1,4-butylene glycol di-2-ethylbutyrate; 1,2-buty
  • the amount of the plasticizer is not particularly limited, and a preferable lower limit of the amount thereof is 30 parts by weight, and a preferable upper limit thereof is 70 parts by weight, based on 100 parts by weight of the thermoplastic resin. If the amount of the plasticizer is below 30 parts by weight, the interlayer film for laminated glass becomes too hard, possibly resulting in reduced handling characteristics. If the amount of the plasticizer exceeds 70 parts by weight, the plasticizer may be peeled off the interlayer film for laminated glass. More preferably, the lower limit of the amount of the plasticizer is 35 parts by weight, and the upper limit thereof is 63 parts by weight.
  • the interlayer film for laminated glass of the present invention may further include an infrared absorbing agent.
  • the infrared absorbing agent can contribute to high heat insulation.
  • the infrared absorbing agent is not particularly limited as long as it has the property of shielding infrared rays, and suitable examples thereof include the one made of tin-doped indium oxide particles.
  • the interlayer film for laminated glass of the present invention may further include antioxidants, light stabilizers, adhesion control agents, colorants, dyes, and fluorescent whitening agents, according to need.
  • the antioxidants are not particularly limited, and examples thereof include 2,2-bis[[[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]ox y]methyl]propane-1,3-dio11,3-bis[3-(3,5-di-tert-butyl-4-hyd roxyphenyl)propionate], 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-dimethyl-6,6'-di(tert-butyl)[2,2'-methylenebis(phenol) ], 2,6-di-t-butyl-p-cresol, and 4,4'-butylidenebis-(6-t-butyl-3-methylphenol).
  • a preferable lower limit of the thickness of the interlayer film for laminated glass of the present invention is 0.1 mm, and a preferable upper limit thereof is 3 mm. If the thickness of the interlayer film for laminated glass is below 0.1 mm, the penetration resistance of the laminated glass to be obtained may be reduced. If the thickness of the interlayer film for laminated glass exceeds 3 mm, the transparency of the interlayer film for laminated glass to be obtained may be reduced. A more preferable lower limit of the thickness of the interlayer film for laminated glass is 0.25 mm, and a more preferable upper limit thereof is 2 mm.
  • the interlayer film for laminated glass of the present invention may have a single layer structure consisting of only one resin layer, or may have a multilayer structure consisting of two or more laminated resin layers.
  • the cross-section is preferably a wedge shape with a wedge angle ⁇ of 0.1 to 1.0 mrad. If an interlayer film for laminated glass having a wedge shaped cross-section with a proper wedge angle is used for a head up display, the visibility of an instrument display can be enhanced.
  • the interlayer film for laminated glass of the present invention preferably has a sound-insulation layer having sound insulation property. Namely, when the interlayer film for laminated glass has a single layer structure consisting of only one resin layer, the only one resin layer is preferably a sound-insulation layer; and when the interlayer film for laminated glass has a multilayer structure consisting of two or more laminated resin layers, at least one of the resin layers is preferably a sound-insulation layer.
  • the sound-insulation layer is not particularly limited, and examples thereof include a layer including 40 parts by weight or more of a plasticizer based on 100 parts by weight of a polyvinyl acetal resin.
  • the interlayer film for laminated glass having a sound-insulation layer may have a wedge shaped cross-section.
  • the interlayer film for laminated glass of the present invention When the interlayer film for laminated glass of the present invention is used for the window glass of vehicles such as automobiles and trains, buildings, and the like, the interlayer film for laminated glass may be partially colored.
  • the interlayer film for laminated glass when used for the windshield of automobiles, the glare of direct sunlight and the like can be reduced by coloring the part of the interlayer film for laminated glass corresponding to the upper part of the windshield.
  • the visible light transmission Tv measured in accordance with the method of JIS R 3106 is preferably 70% or more when the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m and sandwiched between two glass plates.
  • a visible light transmission Tv of less than 70% may lead to reduced transparency of the laminated glass which includes the interlayer film for laminated glass of the present invention.
  • the visible light transmission Tv is more preferably 75% or more.
  • the device for measuring the visible light transmission Tv is not particularly limited, and examples thereof include a spectrophotometer ("U-4000", product of Hitachi, Ltd.).
  • the visible light transmission Tv is preferably 70% or more after the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m, sandwiched between two glass plates, and irradiated with ultraviolet rays for 2,000 hours using an ultraviolet ray irradiation device in accordance with JIS R 3205 (1998). If the visible light transmission Tv after the ultraviolet ray irradiation is below 70%, sufficient transparency of the laminated glass may not be ensured.
  • the visible light transmission Tv after the ultraviolet ray irradiation is more preferably 75% or more.
  • the interlayer film for laminated glass of the present invention can reduce the transmittance of ultraviolet rays with a wave length of 400 nm.
  • the transmittance T (hereinafter, also referred to as T1) of ultraviolet rays with a wave length of 400 nm is 1% or less when the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m and sandwiched between two glass plates.
  • the device for measuring the transmittance of ultraviolet rays with a wave length of 400 nm is not particularly limited, and examples thereof include a spectrophotometer ("U-4000", product of Hitachi, Ltd.).
  • the transmittance T (hereinafter, also referred to as T2) of ultraviolet rays with a wave length of 400 nm is preferably 2% or less after the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m, sandwiched between two glass plates, and irradiated with ultraviolet rays for 2,000 hours with an ultraviolet ray irradiation device in accordance with JIS R 3205 (1998). If the transmittance T of ultraviolet rays with a wave length of 400 nm after the ultraviolet ray irradiation exceeds 2%, the ultraviolet-ray-shielding-property may be reduced.
  • the transmittance T of ultraviolet rays with a wave length of 400 nm after the ultraviolet ray irradiation is more preferably 1.5% or less, and further preferably 1% or less.
  • the absolute value of the difference between T1 and T2 above is preferably 1 or less. If the absolute value of the difference between T1 and T2 is 1 or less, high light resistance can be achieved even when the laminated glass including the interlayer film for laminated glass of the present invention is used for applications used under exposure to ultraviolet rays, such as the window glass of vehicles such as automobiles and trains.
  • the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2) are used in combination, and the amount of these ultraviolet absorbers are adjusted in a specific range. Accordingly, the transmittance of ultraviolet rays with a wave length of 400 nm can be suppressed to 1% or less and high light resistance can be achieved, with a high transmittance of visible light maintained.
  • the yellowness index is 5 or less when the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m and sandwiched between two glass plates. If the yellowness index exceeds 5, the laminated glass may be too yellow.
  • the yellowness index herein refers to the yellowness index of the transmitted light of the laminated glass, as measured in accordance with JIS K 7103.
  • the yellowness index is preferably 5 or less after the interlayer film for laminated glass is set to have a thickness of 760 ⁇ m, sandwiched between two glass plates, and irradiated with ultraviolet rays for 2,000 hours using an ultraviolet ray irradiation device in accordance with JIS R 3205 (1998). If the yellowness index after the ultraviolet ray irradiation exceeds 5, the laminated glass may be too yellow.
  • the transmittance T of ultraviolet rays with a wave length of 400 nm, and the yellowness index may be used, for example.
  • Examples of the method of producing the interlayer film for laminated glass of the present invention include the following method.
  • the above plasticizer is mixed with the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2).
  • Optionally selected additives are added thereto to prepare a composition (hereinafter, also referred to as "ultraviolet absorber-plasticizer composition").
  • a thermoplastic resin such as a polyvinyl acetal resin is added thereto, and the mixture is sufficiently kneaded and then formed into an interlayer film for laminated glass.
  • the method preferably includes a step of preparing the ultraviolet absorber-plasticizer composition, in which the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2) are dissolved in the plasticizer, and a step of kneading the ultraviolet absorber-plasticizer composition and a thermoplastic resin such as a polyvinyl acetal resin.
  • Examples of the method of kneading the ultraviolet absorber-plasticizer composition and the thermoplastic resin include a method of using an extruder.
  • the laminated glass including the interlayer film for laminated glass of the present invention and two glass plates, wherein the interlayer film for laminated glass is sandwiched between the two glass plates, is another aspect of the present invention.
  • the glass plates used for the laminated glass of the present invention are not particularly limited, and any transparent glass plates for general use may be used. Examples thereof include float glass plates, polished glass plates, molded plate glass, meshed plate glass, wired plate glass, infrared absorbing glass plates, infrared reflective glass plates, and green glass. Suitable among these is green glass.
  • the laminated glass of the present invention can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less while maintaining high transmittance of visible light, by using the interlayer film for laminated glass of the present invention.
  • the laminated glass preferably has a visible light transmittance of 70% or more, a transmittance of ultraviolet rays with a wave length of 400 nm of 1% or less, and an yellowness index of less than 5.
  • the applications of the laminated glass of the present invention are not particularly limited, and include the window glass of vehicles such as automobiles and trains and buildings.
  • the laminated glass is used for the glass for automobiles, the laminated glass is used for windshield, side glass, rear glass, and roof glass.
  • the present invention can provide an interlayer film for laminated glass which can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, and has high light resistance; and laminated glass including the interlayer film for laminated glass.
  • the melting point of the obtained indole compound B was 145°C.
  • the melting point of the obtained indole compound C was 170.1°C.
  • 3GO triethylene glycol di-2-ethylhexanoate
  • BHT 2,6-di-t-butyl-p-cresol
  • indole compound A as the ultraviolet absorber represented by the formula (1)
  • the mixture was formed into an interlayer film for laminated glass with a layer thickness of 760 ⁇ m using a counter-rotating twin-screw extruder.
  • an aqueous solution of organic acid magnesium was added in an amount such that the Mg concentration in the interlayer film for laminated glass was 65 ppm.
  • the obtained interlayer film for laminated glass was placed in a constant temperature and humidity condition of a temperature of 23°C and a relative humidity of 28% for four hours. Then, the interlayer film for laminated glass was sandwiched between two sheets of transparent green glass (length of 300 mm ⁇ width of 300 mm ⁇ thickness of 2 mm) to produce a laminated product. The obtained laminated product was temporarily pressure-bonded with a heating roll heated to 230°C. The temporarily pressure-bonded laminated glass was pressure-bonded with an autoclave at a temperature of 135°C and a pressure of 1.2 MPa for 20 minutes to produce laminated glass.
  • An interlayer film for laminated glass and laminated glass were produced in the same manner as in Example 1, except that the kind and amount of the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2) were changed according to Tables 1 and 2.
  • An interlayer film for laminated glass and laminated glass were produced in the same manner as in Example 1, except that the kind and amount of the ultraviolet absorber represented by the formula (1) and the ultraviolet absorber represented by the formula (2) were changed according to Tables 3 to 5, and the ultraviolet absorber (Tinuvin 328, product of BASF) represented by the formula (3) as another ultraviolet absorber was added in an amount shown in Table 5.
  • Examples 14 to 25 and Comparative Examples 14 to 33 a polyvinyl butyral resin (butyralization (acetalization) degree: 68.5 mol%, amount of hydroxyl groups: 30.6 mol%, amount of acetyl groups: 0.9 mol%) which was obtained through butyralization of a polyvinyl alcohol having an average polymerization degree of 1,700 with n-butyl aldehyde was used as the polyvinyl butyral resin.
  • butyralization (acetalization) degree: 68.5 mol%, amount of hydroxyl groups: 30.6 mol%, amount of acetyl groups: 0.9 mol% which was obtained through butyralization of a polyvinyl alcohol having an average polymerization degree of 1,700 with n-butyl aldehyde was used as the polyvinyl butyral resin.
  • the obtained laminated glass was irradiated with ultraviolet rays for 2,000 hours with an ultraviolet ray irradiation device in accordance with JIS R 3205 (1998).
  • the visible light transmission Tv, the transmittance of ultraviolet rays with a wave length of 400 nm, and the yellowness index were measured both before and after the ultraviolet ray irradiation, and the difference (absolute value) of the transmittance between before and after the irradiation was also measured.
  • the measurement was carried out by a spectrophotometer ("U-4000", product of Hitachi, Ltd.) in accordance with JIS R 3106 (1998). The results are shown in Tables 1 to 5.
  • the present invention provides an interlayer film for laminated glass which can suppress the transmittance of ultraviolet rays with a wave length of 400 nm to 1% or less, and has high light resistance; and laminated glass including the interlayer film for laminated glass.

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Joining Of Glass To Other Materials (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
EP11818256.7A 2010-08-20 2011-08-19 Zwischenschicht für verbundglas und verbundglas Active EP2607328B1 (de)

Applications Claiming Priority (2)

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JP2010185044 2010-08-20
PCT/JP2011/068798 WO2012023616A1 (ja) 2010-08-20 2011-08-19 合わせガラス用中間膜及び合わせガラス

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EP3202733A4 (de) * 2014-09-29 2018-04-25 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas
JPWO2019168001A1 (ja) * 2018-02-27 2021-01-07 積水化学工業株式会社 合わせガラス用中間膜、及び合わせガラス
EP3943291A4 (de) * 2019-03-20 2022-12-14 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas

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EP2722359A1 (de) * 2012-10-18 2014-04-23 Kuraray Europe GmbH PVB-Folie mit hohem UV-Schutz und geringem Gelbwert für Verbundsicherheitsglas
FR3013631B1 (fr) * 2013-11-27 2017-04-28 Saint Gobain Intercalaire plastique viscoelastique pour un amortissement vibro-acoustique et vitrage comprenant un tel intercalaire
US20150158275A1 (en) * 2013-12-10 2015-06-11 Corning Incorporated Non-yellowing glass laminate structure
KR20170084185A (ko) * 2014-11-10 2017-07-19 주식회사 쿠라레 합판 유리용 중간막 및 합판 유리
MX2018003735A (es) * 2015-09-30 2018-06-27 Sekisui Chemical Co Ltd Pelicula intercalar para vidrio laminado y vidrio laminado.
KR20190000932A (ko) * 2015-12-18 2019-01-03 세키스이가가쿠 고교가부시키가이샤 접합 유리용 중간막, 롤체 및 접합 유리
US10816710B2 (en) 2016-03-18 2020-10-27 Samsung Sdi Co., Ltd. Polarizing plate for light emitting display device and light emitting display device including same
JP6705699B2 (ja) * 2016-05-25 2020-06-03 住友化学株式会社 光吸収性組成物
JP6717093B2 (ja) * 2016-07-15 2020-07-01 Ａｇｃ株式会社 合わせガラス
JP7000323B2 (ja) 2017-06-07 2022-01-19 積水化学工業株式会社 合わせガラス用中間膜及び合わせガラス
TWI782105B (zh) * 2017-09-29 2022-11-01 日商積水化學工業股份有限公司 玻璃構成體
US10967610B2 (en) 2017-10-30 2021-04-06 AGC Inc. Laminated glass
CN107915889A (zh) * 2017-12-21 2018-04-17 福建泓宝信塑胶科技有限公司 夹层玻璃用中间膜及含其的夹层玻璃
WO2019131544A1 (ja) * 2017-12-25 2019-07-04 三井化学株式会社 インドール系化合物、当該化合物の製造方法およびその用途
JP6642660B2 (ja) * 2018-09-03 2020-02-12 Ａｇｃ株式会社 合わせガラス
CN109454947A (zh) * 2018-11-19 2019-03-12 安徽省华耀玻璃有限公司 一种防辐射镀膜夹层玻璃及其制备工艺
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EP3202733A4 (de) * 2014-09-29 2018-04-25 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas
EP3202730A4 (de) * 2014-09-29 2018-05-02 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas
US10252495B2 (en) 2014-09-29 2019-04-09 Sekisui Chemical Co., Ltd. Intermediate film for laminated glass, and laminated glass
US10596785B2 (en) 2014-09-29 2020-03-24 Sekisui Chemical Co., Ltd. Intermediate film for laminated glass, and laminated glass
US10696020B2 (en) 2014-09-29 2020-06-30 Sekisui Chemical Co., Ltd. Intermediate film for laminated glass, and laminated glass
JPWO2019168001A1 (ja) * 2018-02-27 2021-01-07 積水化学工業株式会社 合わせガラス用中間膜、及び合わせガラス
EP3760600A4 (de) * 2018-02-27 2021-11-03 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas
JP7286537B2 (ja) 2018-02-27 2023-06-05 積水化学工業株式会社 合わせガラス用中間膜、及び合わせガラス
EP3943291A4 (de) * 2019-03-20 2022-12-14 Sekisui Chemical Co., Ltd. Zwischenfolie für verbundglas sowie verbundglas

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EP2607328A4 (de) 2014-03-05
US9435913B2 (en) 2016-09-06
EP2607328B1 (de) 2018-01-31
WO2012023616A1 (ja) 2012-02-23
JPWO2012023616A1 (ja) 2013-10-28
US20130194659A1 (en) 2013-08-01
CN103097320A (zh) 2013-05-08
JP5913102B2 (ja) 2016-04-27

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